Dye.



i No Drawing.

NITED sTA us PATENT OFFICE.

OSCAR JjRESSEL, OF ELBERFELD, AND RICHARD KOTHE 'AND HEINRICH HOEBLEIN, OF

'VOHWINKEL, GERMANY, ASSIGNORS TO FARBENFABRIKEN VORM. FRIEDR. BAYER is CO.,.OF ELBERFELD, GERMANY, A CORPORATION OF GERMANY.

DYE.

- To all whom it may concern:

Be it known that we, Oscar: DRESSEL, RICHARD Ko'rmi, and Hummer: HQERLEIN, citizens of the German Einplre, residing,

'respectively at J iigerstrasse l8, Elberfeld;

Bismarckstrasse 97, Vohwinlcel, and Bismarckstrasse 93, Vohwmkel, Germany, have invented new and useful Improvements in Dyes, of which the following is a specification.

Our invention relates to the manufacture and production of new azo'dyestufis suitable for dyeing wool which are obtained by combining the diazo compounds of aminoarylsulfonamids with alpha-lnethylindol compounds, especially methylketol (Pm-methylindol), Pr -Q-dimethylindol, B;. -chloro-Pr methylindol, B -chloro-Pr,,,-ethyl-2-n1ethyl indol, B -methyl-Pr, -ethyl 2 methylindol, B -Pr, -2-trimethy]indol.

The nomenclature used stances is the modern one adoptedfor the iudol molecule namely:

i 1 i C. Pr B 2 (See Winther Vol. II page 478).

The new dyestufls are after being dried and pulverized 1n the shape of their alkaline salts from yellow to orange powders soluble in water and in concentrated sulfuric acid with a yellow color; yielding upon reduction with stannous chlorid andhydrochloric acid an aminoarylsulfonamid and an aminoalpha-methylindol. They dye wool in yellow shades which are remarkable for their excellent fastness to milling, washingand light.

In order to illustrate the new process more fully the following example .is given, the parts being by weight:39.2 parts of for the above sub:

Specification of Letters Patent.

Application filed May 19, 1910. Serial No. 562,282.

4 toluidin-2-sulfonyl-l-naphthylamin5-sulfonic acid O H v a i are dissolved in dilute caustic soda lye to a neutral solution which is cooled with ice. 40 parts of hydrochloric acid (19 B.) and then a solution of 6.9. parts of sodium nitrite is added. The 'diazo compound separates in the shape of a 'yellow precipitate. The whole mass is then added to a cold solution of 13.1 arts of alphamethylindol in 190 parts ofiydrochloric acid (19 B.). It is stirred until the production of the dyestufi will be completed. The new coloring matter is filtered off, dissolved in a sodium carbonate solution, salted out, filtered 0d and dried. It is after being dried and pulverized in the shape of its sodium salt a yellow powder, soluble in water and in concentrated sulfuric acid with a yellow color. It dyes wool from acid baths brilliant greenish-yellow even shades fast to light and to milling. U on treatment with stannous chlorid and hy rochloric acid it is split up 4-toluidin-2-sulfonyl-1-naphthylamin-5-sulfonic acid and amino-alpha-methylindol b ing obtained.

The process is carried out in an analogous manner on using other sulfonamids c. 9., ortho-anisidin-para-sulfonanilid camera: NH: so..Nn.c,1:-n=1 a4 ortho-toluidin-para-sulfontoluidin cumin:mnzsomncmrom 1 2 4 l 41 ortho-ch10ro-anilin-para-sulfonxylidid on 2 t"*ti?zl 3dl' 4 toluidin-2-sulfonyl- 1-naphthylamin-4-sulfomc acid, 4 -to1u1dm-2-sulfonyl-para-sul- Patented Dec. 13,- 1910.

- treatment With stannoushlcrid and lfiy chloric acid an aminoarylsulfonamid and an an:in0-alpl1a nethylindol and glyeing- Wool from acid baths yellow shidesf'subs'tantiflly' fanilic acid, 4-tol'uidin-2sulfonyl-meta-sulfanilic acid. r

claim:' 1. The herein fonaniids; which dyes are .afterbeing dried and pulverized in theshape of their alkaline salts-from yellow to orange-yellow powders l0v soluble in wa ter and in-ooncentrated sulfuric acid with a yellow color; yielding 112011 as described.

2. The herein described new' 'd yes tufi' -0]o- 'tainable by reacting upon alpharriethylixidol with dia-zotized 1 4; e toluidin 21- sulfonyldescribed new; dyestuffs 'obtainable by reacting upon ailpha-methylindol compbunds; with dia'zotized aminoarylsuL,

t-hylamin-ii-sulfonic acid and amino-alpha- 'stantiz lly as cle'scribed.. -v

naphthylamiii-5sulfonic acid, which after 20 being driedand pulverized afyellow powder soluble in Water and in conoentratedsulfuricq acid with a yellow color yielding upon red lation with stannous chlorid and hydrochloric acid 4-toluidin-2-sulfony1-l-naph-' 5 methylinclol and dyeing "W001 from acid bathe b'rilliant greenish=ye1low shades, subf 111 testlmony whereof we have hereunto set otmhandsin the presence of two subscribingwitnesses. 030m mmssm. 1i 8.

meals!) KDTHE. 5. HEINRICH HOERLEIN. [5. $1

- \Vitnesses OTrro Kerrie,

CHAS/ J; WRIGH 

